Highland Mills, NY Vacation Homes from ￥20,406

A calm lake at sunset with trees and grass along the shore.

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Our top choices for Highland Mills vacation homes

A two-story house with a porch, a red door, and a small outdoor seating area with chairs and a table.

1. House on the Babbling Brook- Quiet 2BR + King Bed!

Highland Falls

Leann M.

￥63,896 total

includes taxes & fees

Oct 20 - Oct 21

A deck with Adirondack chairs, a fire pit, and a grill.

2. 3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point

Cornwall

Elisabeth

￥68,879 total

includes taxes & fees

Nov 2 - Nov 3

A bedroom with a bed, a ceiling fan, a nightstand, a window with curtains, and a wall with framed pictures.

3. Sleek Escape: Modern 3 BR- 4 Min from West Point !

Highland Falls

James U.

￥74,116 total

includes taxes & fees

Nov 2 - Nov 3

A room with a chandelier, a sofa, a table, and a cabinet.

4. Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Warwick

Paul E.

￥25,705 total

includes taxes & fees

Oct 27 - Oct 28

A modern kitchen with stainless steel appliances, a marble countertop, and a dining area with white chairs.

5. Hudson Valley/West Point Retreat w/ parking!

Highland Falls

￥58,230 total

includes taxes & fees

Oct 19 - Oct 20

A room with a wooden floor, a white door with a number, and a window with blinds.

6. Lovely 3BR Home with parking-Walk to WP Gate!

Highland Falls

Briana T.

￥53,191 total

includes taxes & fees

Oct 19 - Oct 20

A kitchen with white cabinets, stainless steel appliances, a microwave, oven, and a refrigerator.

7. Amazing Home Near West Point, Shopping, Skiing and Legoland

Monroe

Kimberly R.

￥113,304 total

includes taxes & fees

Oct 27 - Oct 28

A house with a white front door, a small porch with a white railing, and a window with a green curtain.

8. Fabulous 3bdrm Home w/parking!

Highland Falls

Beth M.

￥48,757 total

includes taxes & fees

Oct 18 - Oct 19

A hot tub in a lush garden with a stone wall and outdoor furniture.

9. Country House w/Hot Tub, Deck, Grill & Fire Pit

Goshen

Mike T.

￥85,149 total

includes taxes & fees

Nov 1 - Nov 2

A modern living room with a stone fireplace, large windows, and a cozy seating area.

10. Lakefront • 7BR Retreat • Sleeps 12 • Massage Chair

Monroe

"Great house for a big group! We were in town for a wedding and had plenty of space for 10 adults. Everything clean and a nice view from the deck. Kitchen stocked with keurig pods which was very appreciated. Big driveway which was nice.Only thing to note is there’s no communal bathrooms upstairs, 3 of the rooms have en suite bath but the 4th room needs to walk downstairs. Only relevant if you are filling all 6 king/queen rooms."

Daniel S.

￥233,444 total

includes taxes & fees

Oct 26 - Oct 27

11. Luxury Hudson Valley Retreat near West Point, Storm King & Beacon

Cornwall

Jeff M.

￥152,580 total

includes taxes & fees

Oct 27 - Oct 28

A modern kitchen with white cabinets, a central island with stools, a stainless steel refrigerator, and a staircase leading to another level.

12. Bright Cornwall-On-Hudson Vacation Rental!

Cornwall-On-Hudson

Dawn H.

￥112,930 total

includes taxes & fees

Oct 22 - Oct 23

A circular outdoor seating area with a fire pit, surrounded by a stone border, set in a lush green forest.

13. Renovated 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

Goshen

Steven K.

￥114,767 total

includes taxes & fees

Nov 1 - Nov 2

A bedroom with a large bed, two bedside tables, and a window with curtains.

14. Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Greenwood Lake

Lex S.

￥85,089 total

includes taxes & fees

Nov 3 - Nov 4

A modern kitchen with white cabinets, a marble countertop, and a stainless steel range hood.

15. Contemporary Cozy Cottage

Lake Peekskill

Aj L.

￥64,523 total

includes taxes & fees

Oct 18 - Oct 19

A room with a bay window, a wooden table with a vase of flowers, and two upholstered chairs.

16. Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Warwick

Daisy

￥25,761 total

includes taxes & fees

Oct 27 - Oct 28

A rural landscape with a barn, a silo, and a bridge with rocks and purple flowers in the foreground.

17. A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail

Wallkill

Carrie

￥20,406 total

includes taxes & fees

Oct 20 - Oct 21

Two wine glasses on a wooden deck with a view of a lake and forested hills.

18. Romantic Lakeview Escape w/ Fire Pit

Greenwood Lake

andrea e.

￥66,321 total

includes taxes & fees

Nov 12 - Nov 13

A clear blue pool surrounded by rocks and trees.

19. Spectacular Historic Mansion w/Pool&Tennis

Goshen

Aditya U.

￥419,132 total

includes taxes & fees

Nov 2 - Nov 3

A room with a balcony overlooking a lake, featuring a small table and chairs.

20. Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ 2 Decks

Greenwood Lake

Susan R.

￥153,686 total

includes taxes & fees

Oct 20 - Oct 21

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Top Highland Mills Hotel Reviews

Days Inn by Wyndham Nanuet / Spring Valley

10/10 Excellent

"Amazing serious and professional staff from the front desk, Maintanance, Mattie and all the well behaved guests who stayed. I was surprised they had a quick grab and go station with coffee, juice, morning sugar and needed calories to go. Also while the laundry room just like 3535 Chain Bridge Rd, 22033 easy to pay with quarters and go. The inside of the machines while small are good working conditions and exactly what is needed for a short and or longer stay. Unexpected, management took me in right away without any problems and have been extremely professional. The Colombian restaurant, EN BARANQUILLA ME QUEDÓ, GOTAS d LLUVIA, OIGA, MIREÉ, VEA Q EN CALI NO FANTAZMEANNN…con EÑ TORO y vasos d colores! TOY WIZ, BAGEL BOY, QUICK CHECK & all the great walking distances shops makes this A GREAT PLACE TO STAY."

Overlook Lodge at Bear Mountain

10/10 Excellent

"Bear Mountain Inn is a unique and beautiful retreat in the heart of the Hudson Valley. We go for the scenery, hiking, and watching the marine and rail traffic along the Hudson River. Staff is always helpful. We booked 2 nights but could only. stay 1 due to a family emergency and the staff worked with Expedia to refund the 2nd night. Will definitely return as we love the atmosphere. Stayed in 1 of the stone cottages in the woods above the lake. Basic room with a shared common area and outdoor porch/deck. Room had a small refrigerator and TV with local channels. Clean and quiet and what you'd expect in a state or national park setting. Great 1.5 mile paved walking trail below the cottage that circles the picturesque lake on the property grounds. Nice way to start the day."

Find out more about Highland Mills

Highland Mills Vacation Homes information

Number of reviews	281
Accommodation	251 Vacation Homes
Lowest Price	￥20,406
Highest Price	￥419,132

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Highland Mills vacation homes

1. House on the Babbling Brook- Quiet 2BR + King Bed!

2. 3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point

3. Sleek Escape: Modern 3 BR- 4 Min from West Point !

4. Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

5. Hudson Valley/West Point Retreat w/ parking!

6. Lovely 3BR Home with parking-Walk to WP Gate!